Fluoroadamantane derivative, fluorine-containing polymer and production method

A process for producing a compound represented by the following formula (p21), which comprises reacting a compound represented by the following formula (m11) with a protic nucleophile:

• provided that the symbols in the formulae have the following meanings:
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• Xm1:
• a hydrogen atom or a fluorine atom, provided that three Xm1s may be the same or different;
• and
• Yp1:
• a group corresponding to each Xm1, provided that Yp1 corresponding to Xm1 which is a hydrogen atom, is a hydrogen atom, and Yp1 corresponding to Xm1 which is a fluorine atom, is a fluorine atom.

A process for producing a compound represented by the following formula (p3), which comprises reacting a compound represented by the following formula (m2) with a compound represented by the formula W—CHO in the presence of a basic compound:

• provided that the symbols in the formulae have the following meanings:
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• Ym:
• a fluorine atom or a hydrogen atom, provided that three Yms may be the same or different;
• Zp:
• a group corresponding to each Ym, provided that Zp corresponding to Ym which is a fluorine atom, is a fluorine atom, and Zp corresponding to Ym which is a hydrogen atom, is a hydrogen atom or a group represented by the formula —CHWOH;
• and
• W:
• a hydrogen atom or a C1-10 monovalent hydrocarbon group.

A process for producing a compound represented by the following formula (p31), which comprises reacting a compound represented by the following formula (m21) with a compound represented by the formula W—CHO in the presence of a basic compound and a polar solvent:

• provided that the symbols in the formulae have the following meanings:
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• and
• W:
• a hydrogen atom or a C1-10 monovalent hydrocarbon group.

A compound represented by the following formula (3):

• provided that the symbols in the formula have the following meanings:
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• and
• Z:
• a fluorine atom, a hydrogen atom or a hydroxymethyl group, provided that three Zs may be the same or different.

A process for producing a compound represented by the following formula (p4), which comprises reacting a compound represented by the formula CH2═CRCOG with a compound represented by the following formula (m3):

• provided that the symbols in the formulae have the following meanings:
• G:
• a halogen atom;
• W:
• a hydrogen atom or a C1-10 monovalent hydrocarbon group;
• R:
• a hydrogen atom, a fluorine atom, a methyl group or a trifluoromethyl group;
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• Zm:
• a hydrogen atom, a fluorine atom or a group represented by the formula —CHWOH, provided that three Zms may be the same or different;
• and
• Jp:
• a group corresponding to each Zm, provided that Jp corresponding to Zm which is a hydrogen atom, is a hydrogen atom, Jp corresponding to Zm which is a fluorine atom, is a fluorine atom, and Jp corresponding to Zm which is a group represented by the formula —CHWOH, is a group represented by the formula —CHWOH or a group represented by the formula —CHWOCOCR═CH2.

A compound represented by the following formula (4):

• provided that the symbols in the formula have the following meanings:
• W:
• a hydrogen atom or a C1-10 monovalent hydrocarbon group;
• R:
• a hydrogen atom, a fluorine atom, a methyl group or a trifluoromethyl group;
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• and
• J:
• a hydrogen atom, a fluorine atom, a group represented by the formula —CHWOH or a group represented by the formula —CHWOCOCR═CH2, provided that three Js may be the same or different.

A compound represented by the following formula (41):

• provided that the symbols in the formula have the following meanings:
• R1:
• a hydrogen atom or a methyl group;
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• and
• J1:
• a hydrogen atom or a fluorine atom, provided that three J1s may be the same or different.

A polymer obtained by polymerizing a compound represented by the following formula (4):

• provided that the symbols in the formula have the following meanings:
• W:
• a hydrogen atom or a C1-10 monovalent hydrocarbon group;
• R:
• a hydrogen atom, a fluorine atom, a methyl group or a trifluoromethyl group;
• Q:
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• and
• J:
• a hydrogen atom, a fluorine atom, a group represented by the formula —CHWOH or a group represented by the formula —CHWCOCR═CH2, provided that three Js may be the same or different.

A polymer obtained by polymerizing a compound represented by the following formula (41):

• provided that the symbols in the formula have the following meanings:
• R1:
• a hydrogen atom or a methyl group;
• Q;
• a monofluoromethylene group or a difluoromethylene group, provided that six Qs may be the same or different;
• and
• J1:
• a hydrogen atom or a fluorine atom, provided that three J1s may be the same or different.